Metanicotine oxalate | RJR 2403 | RJR2403 | CAS#220662-95-3 | 15585-43-0 | neuronal nicotinic receptor agonist

MedKoo Cat#: 326731 | Name: Metanicotine oxalate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Metanicotine, also known as RJR-2403 and TC-2403, is a neuronal nicotinic receptor agonist, showing high selectivity for the α4β2 subtype. Metanicotine has high affinity to rat brain cortex (Ki = 26 +/- 3 nM). Metanicotine is comparable to nicotine in activating rat thalamic synaptosomes (EC50 = 732 +/- 155 nM and Emax = 91 +/- 8% for RJR-2403; EC50 = 591 +/- 120 nM and Emax = 100 +/- 25% for nicotine) . Chronic administration of RJR-2403 in combination with low-dose of 17beta-estradiol corrects passive avoidance learning in ovariectomized rats. RJR-2403 compensates the impairment of eyeblink conditioning produced by the noncompetitive NMDA-receptor antagonist MK-801.

Chemical Structure

Metanicotine oxalate

CAS#220662-95-3 (oxalate)

Theoretical Analysis

MedKoo Cat#: 326731

Name: Metanicotine oxalate

CAS#: 220662-95-3 (oxalate)

Chemical Formula: C12H16N2O4

Exact Mass:

Molecular Weight: 252.27

Elemental Analysis: C, 57.13; H, 6.39; N, 11.10; O, 25.37

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

220662-95-3 (oxalate) 15585-43-0 (free base)

Synonym

RJR-2403; RJR2403; RJR 2403; RJR 2403 oxalate. TC-2403; TC 2403; TC2403; Metanicotine.

IUPAC/Chemical Name

(E)-N-methyl-4-(pyridin-3-yl)but-3-en-1-amine oxalate

InChi Key

WTIZFOAIQXMQHC-DPZBITMOSA-N

InChi Code

InChI=1S/C10H14N2.C2H2O4/c1-11-7-3-2-5-10-6-4-8-12-9-10;3-1(4)2(5)6/h2,4-6,8-9,11H,3,7H2,1H3;(H,3,4)(H,5,6)/b5-2+;

SMILES Code

CNCC/C=C/C1=CC=CN=C1.O=C(O)C(O)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 252.27 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Fedotova YO. [Co-administration of RJR-2403 with low dose of 17beta-estradiol on spatial learning in ovariectomized rats]. Patol Fiziol Eksp Ter. 2013 Jul-Sep;(3):37-41. Russian. PubMed PMID: 24340617. 2: Fedotova IuO, Sapronov NS. [Chronic administration of RJR-2403 in combination with low-dose of 17beta-estradiol corrects passive avoidance learning in ovariectomized rats]. Eksp Klin Farmakol. 2013;76(5):3-6. Russian. PubMed PMID: 23901460. 3: Sapronov NS, Fedotova YO, Kuznetsova NN. Antiamnestic effect of alpha7-nicotinic receptor agonist RJR-2403 in middle-aged ovariectomized rats with Alzheimer type dementia. Bull Exp Biol Med. 2006 Dec;142(6):700-2. English, Russian. PubMed PMID: 17603674. 4: Rodríguez-Moreno A, Carrión M, Delgado-García JM. The nicotinic agonist RJR-2403 compensates the impairment of eyeblink conditioning produced by the noncompetitive NMDA-receptor antagonist MK-801. Neurosci Lett. 2006 Jul 10;402(1-2):102-7. Epub 2006 Apr 27. PubMed PMID: 16644113. 5: Papke RL, Webster JC, Lippiello PM, Bencherif M, Francis MM. The activation and inhibition of human nicotinic acetylcholine receptor by RJR-2403 indicate a selectivity for the alpha4beta2 receptor subtype. J Neurochem. 2000 Jul;75(1):204-16. PubMed PMID: 10854263. 6: Lippiello PM, Bencherif M, Gray JA, Peters S, Grigoryan G, Hodges H, Collins AC. RJR-2403: a nicotinic agonist with CNS selectivity II. In vivo characterization. J Pharmacol Exp Ther. 1996 Dec;279(3):1422-9. PubMed PMID: 8968367. 7: Bencherif M, Lovette ME, Fowler KW, Arrington S, Reeves L, Caldwell WS, Lippiello PM. RJR-2403: a nicotinic agonist with CNS selectivity I. In vitro characterization. J Pharmacol Exp Ther. 1996 Dec;279(3):1413-21. PubMed PMID: 8968366. 8: Summers KL, Lippiello P, Giacobini E. A microdialysis study of the effects of the nicotinic agonist RJR-2403 on cortical release of acetylcholine and biogenic amines. Neurochem Res. 1996 Oct;21(10):1181-6. PubMed PMID: 8923478.